Ps. They both broke his heart. Unfortunately they are very immature hoes now that we're in college, hence why our friendships are the way they are now. I'm not sure if that matters.
Most Helpful Guy
There are two ways to look at this either the past he relationships he has do not come into the equation First of all you have to look back with a very open mind and ask yourself why has he just been a friend Then ask yourself if we went into a relationship and it didn’t work out would you really want to loose that friendship
The other way to look at this is Have you had feelings for him before but were to scared to act apon them In this case both of you have matured Over the 10 years and are different people who have grown together This May also be a sign that the time could be right for you to move things forward but I would express a warning to take it slow